(S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Base Information

Chemical Name:(S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one
CAS No.:1456506-86-7
Molecular Formula:C₂₆H₂₅FN₄O₂
Molecular Weight:444.509
Hs Code.:

Synonyms:(S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

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Chemical Property of (S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

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Technology Process of (S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

There total 4 articles about (S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 1456506-84-5
(S)-3-((R)-4-(5-bromo-2-fluoropyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456506-85-6
(S)-3-((S)-4-(5-bromo-2-fluoropyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 153435-63-3
2-(tributylstannyl)pyrimidine

: 1456506-86-7
(S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456506-87-8
(S)-3-((S)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium chloride; In N,N-dimethyl-formamide; at 120 ℃; for 2h; Overall yield = 73.1 %; Overall yield = 27 mg; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

: 1456516-92-9
(S)-3-(4-hydroxycyclohexyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

: 1456506-86-7
(S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: Dess-Martin periodane / dichloromethane / 22.5 h / 20 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -78 °C

2.2: 16.5 h / 20 °C / Inert atmosphere

3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation

4.1: copper(l) iodide; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; Dess-Martin periodane; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 1456506-81-2
(S)-5,5-dimethyl-3-(4-oxocyclohexyl)-4-phenyloxazolidin-2-one

: 1456506-86-7
(S)-3-((R)-4-(2-fluoro-5-(pyrimidin-2-yl)pyridin-3-yl)cyclohex-3-en-1-yl)-5,5-dimethyl-4-phenyloxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.83 h / -78 °C

1.2: 16.5 h / 20 °C / Inert atmosphere

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,4-dioxane; water / 1 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation

3.1: copper(l) iodide; lithium chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 2 h / 120 °C / Inert atmosphere; Sealed tube; Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; lithium chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;